7-[5-(2-Hydroxy-5-methoxy-3-methylphenyl)-3-methylpent-3-enyl]-1,2',2',5-tetramethylspiro[bicyclo[3.2.0]heptane-6,5'-oxolane]-3'-ol

Details

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Internal ID 1bc64eef-d9e5-4473-9149-f29884eda8ac
Taxonomy Benzenoids > Phenols > Methoxyphenols
IUPAC Name 7-[5-(2-hydroxy-5-methoxy-3-methylphenyl)-3-methylpent-3-enyl]-1,2',2',5-tetramethylspiro[bicyclo[3.2.0]heptane-6,5'-oxolane]-3'-ol
SMILES (Canonical) CC1=CC(=CC(=C1O)CC=C(C)CCC2C3(CCCC3(C24CC(C(O4)(C)C)O)C)C)OC
SMILES (Isomeric) CC1=CC(=CC(=C1O)CC=C(C)CCC2C3(CCCC3(C24CC(C(O4)(C)C)O)C)C)OC
InChI InChI=1S/C28H42O4/c1-18(9-11-20-16-21(31-7)15-19(2)24(20)30)10-12-22-26(5)13-8-14-27(26,6)28(22)17-23(29)25(3,4)32-28/h9,15-16,22-23,29-30H,8,10-14,17H2,1-7H3
InChI Key ZCCLHHNBGOYHDS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O4
Molecular Weight 442.60 g/mol
Exact Mass 442.30830982 g/mol
Topological Polar Surface Area (TPSA) 58.90 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.10
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[5-(2-Hydroxy-5-methoxy-3-methylphenyl)-3-methylpent-3-enyl]-1,2',2',5-tetramethylspiro[bicyclo[3.2.0]heptane-6,5'-oxolane]-3'-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9916 99.16%
Caco-2 - 0.5765 57.65%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6672 66.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8162 81.62%
OATP1B3 inhibitior + 0.9060 90.60%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7064 70.64%
BSEP inhibitior + 0.9148 91.48%
P-glycoprotein inhibitior + 0.6034 60.34%
P-glycoprotein substrate - 0.6319 63.19%
CYP3A4 substrate + 0.6508 65.08%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate + 0.3864 38.64%
CYP3A4 inhibition + 0.5140 51.40%
CYP2C9 inhibition - 0.5231 52.31%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.8963 89.63%
CYP1A2 inhibition + 0.5818 58.18%
CYP2C8 inhibition + 0.7194 71.94%
CYP inhibitory promiscuity - 0.7052 70.52%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5888 58.88%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.7182 71.82%
Skin corrosion - 0.9395 93.95%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3761 37.61%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5164 51.64%
skin sensitisation - 0.7509 75.09%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.9295 92.95%
Acute Oral Toxicity (c) III 0.3086 30.86%
Estrogen receptor binding + 0.8168 81.68%
Androgen receptor binding + 0.7678 76.78%
Thyroid receptor binding + 0.7504 75.04%
Glucocorticoid receptor binding + 0.8082 80.82%
Aromatase binding + 0.8160 81.60%
PPAR gamma + 0.7270 72.70%
Honey bee toxicity - 0.8136 81.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9828 98.28%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.73% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.29% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.40% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.52% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.24% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.45% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.56% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.01% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.30% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 86.42% 94.73%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.29% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.93% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.52% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.28% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.14% 94.45%
CHEMBL4208 P20618 Proteasome component C5 83.67% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.44% 89.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.65% 92.68%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.21% 95.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Sideritis × angustifolia
Sideritis serrata

Cross-Links

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PubChem 162892321
LOTUS LTS0161579
wikiData Q105158824